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341205

Sigma-Aldrich

Etoposide

≥95% (HPLC), solid, topoisomerase II inhibitor, Calbiochem

Synonym(s):

Etoposide, VP-16

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About This Item

Empirical Formula (Hill Notation):
C29H32O13
CAS Number:
33419-42-0
Molecular Weight:
588.56
MDL number:
MFCD00869325
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Etoposide, A cell-permeable derivative of podophyllotoxin that acts as a topoisomerase II inhibitor (IC₅₀ = 59.2 µM) has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma.

Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 25 mg/mL

shipped in

ambient

storage temp.

10-30°C

InChI

1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1

InChI key

VJJPUSNTGOMMGY-MRVIYFEKSA-N

General description

A cell-permeable derivative of podophyllotoxin that acts as a topoisomerase II inhibitor (IC50 = 59.2 µM) has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma. Induces apoptosis in mouse thymocytes and in HL-60 human leukemia cells.
A cell-permeable, topoisomerase II inhibitor (IC50 = 59.2 µM). A derivative of podophyllotoxin (Cat. No. 540040) that has major activity against a number of tumors, including germ cell neoplasms, small cell lung cancer, and malignant lymphoma. Induces apoptosis in mouse thymocytes and in HL-60 human leukemia cells.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
topoisomerase 2
Product does not compete with ATP.
Reversible: no
Target IC50: 59.2 µM inhibiting topoisomerase II

Warning

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

De Lange, A.M., et al. 1995. J. Virol. 69, 2082.
Kaufman, S.H., et al. 1993. Cancer Res.53, 3976.
Onishi, Y., et al. 1993. Biochim. Biophys. Acta1175, 147.
Terada, T., et al. 1993. J. Med. Chem. 36, 1689.
Wazniak, A.J., et al. 1991. J. Clin. Oncol.9, 70.
Einhorn, L.H., et al. 1988. J. Clin. Oncol.6, 451.
Issel, B.F. 1982. Cancer Chemother. Pharmacol.7, 73.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H350,H361d

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Repr. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Carlo Cattrini et al.
Cancer treatment and research communications, 25, 100221-100221 (2020-10-23)
Etoposide phosphate (VP-16) is a topoisomerase 2 (TOP2) inhibitor that demonstrated activity in patients with metastatic castration-resistant prostate cancer (mCRPC). We investigated the sensitivity of prostate cancer (PCa) cells (LNCaP, 22Rv1, PC3, DU145, PDB and MDB) to VP-16 and the
Jennifer Gantchev et al.
Cells, 12(12) (2023-06-28)
Genomic instability is a prominent hallmark of cancer, however the mechanisms that drive and sustain this process remain elusive. Research demonstrates that numerous cancers with increased levels of genomic instability ectopically express meiosis-specific genes and undergo meiomitosis, the clash of
Woo Joo Lee et al.
Journal of cellular physiology, 237(7), 2943-2960 (2022-05-03)
Growing evidence indicates that long intergenic noncoding RNAs play an important role in cancer progression by affecting gene regulation at the transcriptional and posttranscriptional levels. Recent studies have shown that long intergenic noncoding RNA functions as a competitive endogenous RNA
Heeyoun Bunch et al.
Nature communications, 14(1), 8341-8341 (2023-12-15)
The function of the mitogen-activated protein kinase signaling pathway is required for the activation of immediate early genes (IEGs), including EGR1 and FOS, for cell growth and proliferation. Recent studies have identified topoisomerase II (TOP2) as one of the important
Kathryn Volkening et al.
Molecular and cellular biochemistry, 476(7), 2633-2650 (2021-03-05)
Neurodegenerative diseases, including amyotrophic lateral sclerosis (ALS), can be clinically heterogeneous which may be explained by the co-inheritance of multiple genetic variants that modify the clinical course. In this study we examine variants in three genes in a family with
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